6-hydroxy-1-methoxy-9H-xanthen-9-one

Details

• Internal ID: 1eca0ca1-7e48-4004-8634-178f8cb51d28
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6-hydroxy-1-methoxyxanthen-9-one
• SMILES (Canonical): COC1=CC=CC2=C1C(=O)C3=C(O2)C=C(C=C3)O
• SMILES (Isomeric): COC1=CC=CC2=C1C(=O)C3=C(O2)C=C(C=C3)O
• InChI: InChI=1S/C14H10O4/c1-17-10-3-2-4-11-13(10)14(16)9-6-5-8(15)7-12(9)18-11/h2-7,15H,1H3
• InChI Key: UKPKWIBNYWUEMK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23 g/mol
• Exact Mass: 242.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1084265
• 6-hydroxy-1-methoxyxanthen-9-one
• BDBM50318639
• AN-308/15495075

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.6034	60.34%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	0.7341	73.41%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	1.0000	100.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7899	78.99%
P-glycoprotein inhibitior	-	0.7162	71.62%
P-glycoprotein substrate	-	0.6008	60.08%
CYP3A4 substrate	+	0.5380	53.80%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.6830	68.30%
CYP2C9 inhibition	-	0.5200	52.00%
CYP2C19 inhibition	+	0.7424	74.24%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	+	0.9819	98.19%
CYP2C8 inhibition	+	0.5331	53.31%
CYP inhibitory promiscuity	-	0.5494	54.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.4739	47.39%
Eye corrosion	-	0.8952	89.52%
Eye irritation	+	0.8630	86.30%
Skin irritation	-	0.5473	54.73%
Skin corrosion	-	0.9880	98.80%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7672	76.72%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9621	96.21%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5423	54.23%
Acute Oral Toxicity (c)	III	0.8897	88.97%
Estrogen receptor binding	+	0.9156	91.56%
Androgen receptor binding	+	0.9105	91.05%
Thyroid receptor binding	+	0.6254	62.54%
Glucocorticoid receptor binding	+	0.8253	82.53%
Aromatase binding	+	0.8982	89.82%
PPAR gamma	+	0.6806	68.06%
Honey bee toxicity	-	0.8837	88.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7062	70.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.16%	95.56%
CHEMBL2535	P11166	Glucose transporter	94.73%	98.75%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.11%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.83%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.07%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.39%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.91%	94.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.91%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	82.72%	93.31%
CHEMBL1255126	O15151	Protein Mdm4	82.37%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.84%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.76%	94.73%

Plants that contains it

• Mesua ferrea

Cross-Links

• PubChem: 6260040
• LOTUS: LTS0060371
• wikiData: Q105274777